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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187617Generated: November 2, 2026

Triphenylphosphine → HCID 86714515, compound

https://huagongshe.com/reaction/1187617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(S)-(-)-N-Boc-prolinolHCID 643448—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant6-Chloro-7-iodo-7-deazapurineHCID 14809281—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86714515HCID 8671451577%

Reaction Steps

To a solution of 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (4.0 g, 14.34 mmol, 1.0 eq), (S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (4.04 g, 20.08 mmol, 1.4 eq), and PPh3 (7.5 g, 28.68 mmol, 2.0 eq) in dry THF (30 mL), DIAD (5.80 g, 28.68 mmol, 2.0 eq) was added dropwise at 0° C. The mixture was stirred at RT for 5 h. The reaction mixture was concentrated and purified by silica gel chromatography (eluted with PE: EtOAc=1:1) to afford (S)-2-(4-chloro-5-iodo-pyrrolo[2,3-d]pyrimidin-7-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (5.1 g, 77% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673925B1
Source datasetuspto-grants-2014_03
ORD IDord-bdacda24d8e541df8472137c62285792
Source noteuspto-grants-2014_03